Random Best Seasons of 'The Simpsons' (32 items)

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  (#21) The Simpsons season 18

  • The Simpsons

  The eighteenth season of The Simpsons premiered on September 10, 2006 and contains 22 episodes. This season marks the 20th anniversary of The Simpsons' franchise.

  This season features several unforgettable episodes including: "The Mook, the Chef, the Wife and Her Homer," "Moe'N'a Lisa," and "Stop, or My Dog Will Shoot."

  Memorable moments from Season 18 include:

  • Homer becomes a member of the paparazzi.
  • Bart gets engaged.
  • The Simpsons befriend the mob.
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  (#19) The Simpsons - Season 27

  The twenty-seventh season The Simpsons premiered on September 27, 2015 and contains 22 episodes. This was the final season to credit Sam Simon as a producer due to his passing in 2015.

  This season features several unforgettable episodes including: "Barthood", "Halloween of Horror", and "Orange Is the New Yellow."

   Memorable moments from Season 27 include:

  • The story of Bart's life, spanning from six years old to adulthood, is told.
  • We see the first Halloween-themed episode of The Simpsons to be fully canon and not a part of the Treehouse of Horror series.
  • Marge gets arrested after Bart goes to the park unsupervised.
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  (#28) The Simpsons - Season 24

  • The Simpsons

  The twenty-fourth season of The Simpsons premiered on September 30, 2012 and contains 22 episodes. This season continues to follow the residents of Springfield as the get involved in crazy situations.

  This season features several unforgettable episodes including: "Adventures in Baby-Getting," "A Test Before Trying," and "Whiskey Business."

  Memorable moments from Season 24 include:

  • Grandpa moves in with Homer and his family.
  • Bart gives Milhouse a haircut.
  • Homer gets inspired by 50 Shades of Grey.
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  (#6) The Simpsons season 8

  • The Simpsons

  The eighth season of The Simpsons premiered on October 27, 1996 and contains 25 episodes. This season finds Milhouse's parents getting a divorce.

  This season features several unforgettable episodes including: "You Only Move Twice," "The Springfield Files," and "The Secret War of Lisa Simpson."

  Memorable moments from Season 8 include:

  • Bart works at a burlesque saloon.
  • Homer voices Poochie.
  • Santos L. Halper gets a credit card.
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  (#7) The Simpsons season 2

  • The Simpsons

  The second season of The Simpsons premiered on October 11, 1990 and contains 22 episodes. This season featured the very first "Treehouse of Horror" installment.

  This season contains several unforgettable episodes including: "Bart Gets an 'F,'" "Homer vs. Lisa and the 8th Commandment," and "Blood Feud."

  Memorable moments from Season 2 include:

  • Bart catches a three-eyed fish.
  • Marge campaigns against "The Itchy & Scratchy Show".
  • Homer meets his half-brother Herb.
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  (#22) The Simpsons - Season 26

  • The Simpsons

  The twenty-sixth season of The Simpsons premiered on September 28, 2014 and contains 20 episodes. This season features the return of Sideshow Bob and his brother Cecil Terwilliger.

   This season features several unforgettable episodes including: "Simpsorama", "Bart's New Friend", and "My Fare Lady"

   Memorable moments from Season 26 include:

  • Crossover with Futurama
  • Homer goes to a hypnotist and ends up believing he is ten years old.
  • Marge becomes a chauffeur.

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